
Vacation rentals in Orrstown
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Top-rated vacation rentals in Orrstown
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The Frame ~ Charming Nature Escape ~ Hot Tub ~ BBQ
Escape to the charming 2BR 1Bath A-frame on a secluded wooded property just 10 mins away from Shippensburg, PA. Whether you're looking to savor nature‘s tranquility from the luxurious hot tub, share stories around the fire pit, or explore picturesque Cumberland Valley, this will be the ideal starting point for your adventures. *2 Comfortable BRs *Open Design Living *Full Kitchen *Smart TV *Backyard (Hot Tub, Sauna, Fire Pit, BBQ, Outdoor shower) *High-Speed Wi-Fi *Free Parking *EV charger
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TreeHouse Of Love*SwingBridge*Hottub*Ebikes*Nature
🌿 Treehouse of Love - A Romantic Couples Retreat - We Look Forward To Hosting You! THE MISSION *Escape the busyness of life and reconnect with the one you love at Treehouse of Love—a one-of-a-kind luxury treehouse nestled high among the trees and surrounded by the peaceful beauty of the Pennsylvania countryside. Whether you're celebrating an anniversary, honeymoon, birthday, or simply looking for a quiet getaway, this romantic retreat was thoughtfully designed for two. *HOTTUB *EBIKES
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Turkeyfoot Hideaway!
Turkeyfoot Hideaway is serene retreat and a peaceful escape. This charming cabin has a quiet location with self check in via keypad. We also have walking trails, a lighted fire pit area, gas grill and large deck! We look forward to hosting you! We are just 15 minutes from downtown Chambersburg with lots of unique food and coffee shops! We are just 20 minutes from Hagerstown, MD, just 25 minutes from Whitetail Ski Resort and only 40 minutes from historic Gettysburg! Come find us!
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Air Hill Haven
Kick back and relax in this peaceful stylish space. This basement apartment gives you a quiet private space to unwind. It is located in the country between Chambersburg and Shippensburg. Located right beside Letterkenny Army Depot, the Chambersburg hospital and Roxbury camp are nearby. Gettysburg and Carlisle Fairgrounds are each about 30 miles away. There is a private entrance with a covered porch. Relax on a glider while facing the woods and listening to the sounds of nature.
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Prince Street Suite
Freshly renovated in 2025, this suite is right in the heart of downtown Shippensburg, in a relaxed setting. It has a nice private yard bordered by greenery. It is located 1/2 mi. from Shippensburg University, and less than 40 minutes from Gettysburg. The suite is part of a larger Victorian style home that was built in 1893. It has tons of charm and a lot of nice natural lighting. There are no TV screens but we do have fast WIFI. There is 1 queen and 1 double bed in the suite.
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Creekside Cottage
Creekside Cottage is a lovely two-bedroom cottage surrounded by beautiful gardens with a back deck that makes you feel like you are living in a tree house. This is the perfect spot to relax and recharge. There are beautiful views of Back Creek from the deck where you can bird watch and hopefully catch sight of one of our local bald eagles. You'll feel right at home with this spacious kitchen that is well-stocked. Walking distance to Twin Bridge Camp. NO SMOKING NO PARTIES.
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The Study on Main Located on the Square!
Stylish apartment at this centrally-located Study on Main St! With painted exposed bricked, original hardwood floors, a full kitchen with quartz countertops, heating and AC. You will love this stylish yet comfortable space located in the heart of downtown Chambersburg, close to coffee shops, restaurants and shopping, the courthouse and our public library! *We ask that all guests sign a renters agreement and hold a $100 security deposit upon booking in case of damages*
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Spectacular views, intimate dome
Come experience a truly one of a kind polycarbonate dome tucked away in the Appalachian mountains! Situated on the mountainside overlooking the scenic Cumberland valley. Complete privacy, stunning sunsets, and amazing amenities! The dome is climate controlled. The spacious deck is equipped with a meticulously maintained hot tub, and a blackstone griddle. This offers the unique opportunity to be immersed in nature, yet enjoy numerous amenities and comfort.
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Edgewater Lodge
A perfect place to get away from the stresses of life to relax and unwind . You Can have a seat on the large porch overlooking the Conodoguinet creek and enjoy watching nature , watch your kids playing and splashing in the creek , make dinner with the BBQ grill on the back patio or be just plain lazy ! There is no tv at this place , our goal is to have our guests enjoy nature and in this way be refreshed and ready to go back to work.
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Hot Tub, Fireplace, Ping Pong, State Game Lands
-Quiet wooded property with log cabin -Hot tub and fire pit area -Peaceful surroundings, backed up to state game lands -Living room fireplace, wifi, Roku TV, ping pong table -Two car garage Bed / bath explanation: 6 beds total - 2 queen beds, 2 double beds in the loft overlooking the dining room and 1 sofa bed in the basement of the main cabin. 1 queen bed in the private cottage.
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Select View Cottage
About the cottage: This home is located on a farm raising black angus cattle. There is a large, well-stocked kitchen where you can cook delicious meals, when you're not visiting the local Amish and Mennonite cafes and bakeries. Take your cooking and dining outside on nice days to our lovely patio dining area and grill! There is also a large backyard with gorgeous sunset views.
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Cute Place Just Out Of Town With A Country Feel
Looking for an affordable place to stay the night or a few days? You may have just found the perfect place. This cute efficiency unit may just cover all the bases you need for a short stay. What once was a office for a shop, is no longer needed as an office and so it was converted to supply a place to sleep for tired travelers or for people looking to get away for a few days.
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Popular amenities for Orrstown vacation rentals
Other great vacation rentals in Orrstown

Romantic Mirror Cabin • Hot Tub • Fire Pit • Views
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Peaceful Farm Retreat w/ Views Near Shippensburg
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Welcome to Creekside Anglers
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The Cottage at River Run, Hot Tub, Sauna, Private
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Pine Mountain Retreat - Roxbury PA - Peaceful
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Private 3-bedroom, 2-bath House with Large Yard
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Serenity Spaces Guest House
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The Quaint Queen
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Destinations to explore
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- Liberty Mountain Resort
- Berkeley Springs State Park
- Roundtop Mountain Resort
- Cunningham Falls State Park
- Cowans Gap State Park
- Tussey Mountain Ski and Recreation
- South Mountain State Park
- Raystown Lake Recreation Area
- Caledonia State Park
- Whitetail Resort
- Pennsylvania Farm Show Complex & Expo Center
- Greenbrier State Park
- Broad Street Market
- Antietam National Battlefield
- National Civil War Museum
- Messiah University
- Weinberg Center for the Arts
- Gambrill State Park
- Big Cork Vineyards
- Catoctin Mountain Park
- Canoe Creek State Park
- Gifford Pinchot State Park
- Greenwood Furnace State Park
- Wildwood Park





